MiMeDB: Showing metabocard for L-Argininyl-L-leucine (MMDBc0057212)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-11-10 16:35:35 UTC

Update Date

2022-11-10 16:35:35 UTC

Metabolite ID

MMDBc0057212

Metabolite Identification

Common Name

L-Argininyl-L-leucine

Description

Arginylleucine, also known as RL or L-arg-L-leu, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Arginylleucine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make arginylleucine a potential biomarker for the consumption of these foods. Arginylleucine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Arginylleucine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0028713
     RDKit          3D
Arginylleucine
 45 44  0  0  0  0  0  0  0  0999 V2000
   -4.3865   -1.9644   -1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670   -0.5093   -1.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9483   -0.0426    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8248    0.0550   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8067   -0.2505   -0.0300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5827    0.5093   -0.3936 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325    1.5213    0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6545    1.7751    1.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    2.2900    0.0765 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3506    3.3054    1.1168 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200    1.4204    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6784    0.7584    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9158   -0.0897    1.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9428   -1.1749    0.4391 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444   -0.9838   -0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700   -1.6912   -1.7644 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157    0.0107   -1.4508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3665   -1.6401    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2216   -2.0018   -0.3172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1808   -2.6259    0.5623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7138   -2.4671   -0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6072   -2.5047   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3130   -2.1206   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7744   -0.0169   -1.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8277    1.0598    0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0097   -0.2618    0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5185   -0.4748    1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3365   -0.1650   -2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9520    1.1909   -1.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    0.1645    0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1457    0.2424   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282    2.8252   -0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406    2.8039    2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    3.9624    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2639    2.0843   -0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3020    0.6792   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229    0.0382    1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7056    1.4632    2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1392   -0.4425    2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7881    0.5851    1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841   -2.1528    0.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7325   -2.4253   -1.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4958    0.7076   -2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9296    0.0874   -1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2185   -3.5342    0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 15 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
  6 31  1  0
  9 32  1  6
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 20 45  1  0
M  END


  Mrv1652304062013232D          

 20 19  0  0  0  0            999 V2000
 2503.2070 2501.1030    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2503.2070 2501.9287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2503.9201 2502.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2504.6350 2501.9287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2503.9201 2503.1683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2503.2070 2503.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.4921 2503.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7772 2503.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.0622 2503.1683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.3492 2503.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.3492 2504.4056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.6341 2503.1683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2504.6350 2503.5799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.4921 2500.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7772 2501.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.0602 2500.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7772 2501.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.9221 2500.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2504.6371 2501.1030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2503.9221 2499.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1 14  1  0  0  0  0
  1 18  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0057212

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)C[C@H](NC(=O)[C@@H](N)CCCNC(N)=N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H25N5O3/c1-7(2)6-9(11(19)20)17-10(18)8(13)4-3-5-16-12(14)15/h7-9H,3-6,13H2,1-2H3,(H,17,18)(H,19,20)(H4,14,15,16)/t8-,9-/m0/s1

> <INCHI_KEY>
WYBVBIHNJWOLCJ-IUCAKERBSA-N

> <FORMULA>
C12H25N5O3

> <MOLECULAR_WEIGHT>
287.364

> <EXACT_MASS>
287.195739685

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.02386100765966

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-4-methylpentanoic acid

> <ALOGPS_LOGP>
-3.23

> <JCHEM_LOGP>
-2.4252215135166546

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.877905015530843

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.830843526551309

> <JCHEM_PKA_STRONGEST_BASIC>
12.041158711616648

> <JCHEM_POLAR_SURFACE_AREA>
154.32

> <JCHEM_REFRACTIVITY>
84.89409999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-4-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028713
     RDKit          3D
Arginylleucine
 45 44  0  0  0  0  0  0  0  0999 V2000
   -4.3865   -1.9644   -1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670   -0.5093   -1.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9483   -0.0426    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8248    0.0550   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8067   -0.2505   -0.0300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5827    0.5093   -0.3936 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325    1.5213    0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6545    1.7751    1.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    2.2900    0.0765 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3506    3.3054    1.1168 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200    1.4204    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6784    0.7584    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9158   -0.0897    1.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9428   -1.1749    0.4391 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444   -0.9838   -0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700   -1.6912   -1.7644 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157    0.0107   -1.4508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3665   -1.6401    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2216   -2.0018   -0.3172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1808   -2.6259    0.5623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7138   -2.4671   -0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6072   -2.5047   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3130   -2.1206   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7744   -0.0169   -1.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8277    1.0598    0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0097   -0.2618    0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5185   -0.4748    1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3365   -0.1650   -2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9520    1.1909   -1.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    0.1645    0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1457    0.2424   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282    2.8252   -0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406    2.8039    2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    3.9624    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2639    2.0843   -0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3020    0.6792   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229    0.0382    1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7056    1.4632    2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1392   -0.4425    2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7881    0.5851    1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841   -2.1528    0.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7325   -2.4253   -1.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4958    0.7076   -2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9296    0.0874   -1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2185   -3.5342    0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 15 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
  6 31  1  0
  9 32  1  6
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 20 45  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    4672.6534668.726   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4672.6534670.267   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4673.9844671.040   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4675.3194670.267   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    4673.9844672.581   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4672.6534673.349   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4671.3194672.581   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4669.9844673.349   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    4668.6494672.581   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    4667.3194673.349   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0    4667.3194674.890   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0    4665.9844672.581   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0    4675.3194673.349   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0    4671.3194667.957   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4669.9844668.726   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4668.6464667.957   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4669.9844670.267   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    4673.9884667.957   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    4675.3234668.726   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0    4673.9884666.416   0.000  0.00  0.00           O+0
CONECT    1    2   14   18                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    5                                                            
CONECT   14    1   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    1   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0028713
HETATM    1  C1  UNL     1      -4.386  -1.964  -1.102  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.167  -0.509  -1.018  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.948  -0.043   0.243  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.825   0.055  -1.055  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.807  -0.251  -0.030  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.583   0.509  -0.394  1.00  0.00           N  
HETATM    7  C6  UNL     1      -0.033   1.521   0.396  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.654   1.775   1.485  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.168   2.290   0.076  1.00  0.00           C  
HETATM   10  N2  UNL     1       1.351   3.305   1.117  1.00  0.00           N  
HETATM   11  C8  UNL     1       2.420   1.420   0.041  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.678   0.758   1.344  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.916  -0.090   1.365  1.00  0.00           C  
HETATM   14  N3  UNL     1       3.943  -1.175   0.439  1.00  0.00           N  
HETATM   15  C11 UNL     1       4.044  -0.984  -0.938  1.00  0.00           C  
HETATM   16  N4  UNL     1       3.370  -1.691  -1.764  1.00  0.00           N  
HETATM   17  N5  UNL     1       4.916   0.011  -1.451  1.00  0.00           N  
HETATM   18  C12 UNL     1      -1.367  -1.640   0.058  1.00  0.00           C  
HETATM   19  O2  UNL     1      -0.222  -2.002  -0.317  1.00  0.00           O  
HETATM   20  O3  UNL     1      -2.181  -2.626   0.562  1.00  0.00           O  
HETATM   21  H1  UNL     1      -4.714  -2.467  -0.166  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.607  -2.505  -1.672  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.313  -2.121  -1.768  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.774  -0.017  -1.852  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.828   1.060   0.246  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.010  -0.262   0.073  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.519  -0.475   1.149  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.336  -0.165  -2.066  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.952   1.191  -1.136  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.080   0.164   0.978  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.146   0.242  -1.288  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.128   2.825  -0.884  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.141   2.804   2.029  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.531   3.962   1.004  1.00  0.00           H  
HETATM   35  H15 UNL     1       3.264   2.084  -0.213  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.302   0.679  -0.763  1.00  0.00           H  
HETATM   37  H17 UNL     1       1.823   0.038   1.535  1.00  0.00           H  
HETATM   38  H18 UNL     1       2.706   1.463   2.203  1.00  0.00           H  
HETATM   39  H19 UNL     1       4.139  -0.443   2.412  1.00  0.00           H  
HETATM   40  H20 UNL     1       4.788   0.585   1.084  1.00  0.00           H  
HETATM   41  H21 UNL     1       3.884  -2.153   0.817  1.00  0.00           H  
HETATM   42  H22 UNL     1       2.733  -2.425  -1.397  1.00  0.00           H  
HETATM   43  H23 UNL     1       4.496   0.708  -2.109  1.00  0.00           H  
HETATM   44  H24 UNL     1       5.930   0.087  -1.215  1.00  0.00           H  
HETATM   45  H25 UNL     1      -2.219  -3.534   0.102  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4   24
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6   18   30
CONECT    6    7   31
CONECT    7    8    8    9
CONECT    9   10   11   32
CONECT   10   33   34
CONECT   11   12   35   36
CONECT   12   13   37   38
CONECT   13   14   39   40
CONECT   14   15   41
CONECT   15   16   16   17
CONECT   16   42
CONECT   17   43   44
CONECT   18   19   19   20
CONECT   20   45
END

HMDB0028713
     RDKit          3D
Arginylleucine
 45 44  0  0  0  0  0  0  0  0999 V2000
   -4.3865   -1.9644   -1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670   -0.5093   -1.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9483   -0.0426    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8248    0.0550   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8067   -0.2505   -0.0300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5827    0.5093   -0.3936 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325    1.5213    0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6545    1.7751    1.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    2.2900    0.0765 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3506    3.3054    1.1168 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4200    1.4204    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6784    0.7584    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9158   -0.0897    1.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9428   -1.1749    0.4391 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444   -0.9838   -0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700   -1.6912   -1.7644 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157    0.0107   -1.4508 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3665   -1.6401    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2216   -2.0018   -0.3172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1808   -2.6259    0.5623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7138   -2.4671   -0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6072   -2.5047   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3130   -2.1206   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7744   -0.0169   -1.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8277    1.0598    0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0097   -0.2618    0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5185   -0.4748    1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3365   -0.1650   -2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9520    1.1909   -1.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    0.1645    0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1457    0.2424   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282    2.8252   -0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406    2.8039    2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    3.9624    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2639    2.0843   -0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3020    0.6792   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229    0.0382    1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7056    1.4632    2.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1392   -0.4425    2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7881    0.5851    1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841   -2.1528    0.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7325   -2.4253   -1.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4958    0.7076   -2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9296    0.0874   -1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2185   -3.5342    0.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 15 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
  6 31  1  0
  9 32  1  6
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 20 45  1  0
M  END

Synonyms

Value	Source
Arginyl-leucine	ChEBI
L-Arg-L-leu	ChEBI
RL	ChEBI
Arg-leu	HMDB
Arginine leucine dipeptide	HMDB
Arginine-leucine dipeptide	HMDB
L-Arginyl-L-leucine	HMDB
N-Arginylleucine	HMDB
N-L-Arginyl-L-leucine	HMDB
R-L Dipeptide	HMDB
RL Dipeptide	HMDB
Arginylleucine	ChEBI

Molecular Formula

C₁₂H₂₅N₅O₃

Average Mass

287.364

Monoisotopic Mass

287.195739685

IUPAC Name

(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-4-methylpentanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-4-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C[C@H](NC(=O)[C@@H](N)CCCNC(N)=N)C(O)=O

InChI Identifier

InChI=1S/C12H25N5O3/c1-7(2)6-9(11(19)20)17-10(18)8(13)4-3-5-16-12(14)15/h7-9H,3-6,13H2,1-2H3,(H,17,18)(H,19,20)(H4,14,15,16)/t8-,9-/m0/s1

InChI Key

WYBVBIHNJWOLCJ-IUCAKERBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Leucine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Fatty amide
N-acyl-amine
Guanidine
Amino acid or derivatives
Secondary carboxylic acid amide
Amino acid
Carboxamide group
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboximidamide
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73815 )

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.28 g/L	ALOGPS
logP	-3.2	ALOGPS
logP	-2.4	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.83	ChemAxon
pKa (Strongest Basic)	12.04	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	154.32 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	84.89 m³·mol⁻¹	ChemAxon
Polarizability	31.02 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-009i-1490000000-ab055b14a758828452ba	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03fr-7930000000-0fff836d43822ed75b67	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9100000000-b2b7430f0cce6d043742	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000f-1090000000-110d428fb2b2e6769087	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4l-5590000000-748533069a2f4c9f0a38	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9300000000-b39a477671cc84be703a	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0090000000-7848587de3771eea6785	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-06tu-3950000000-3437b584a9d1c430fbc4	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9400000000-a3db15aefa446315ffe0	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-99a7c90e0ff9dcd6cf71	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05oc-3970000000-5c79cdb327540c525186	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9500000000-70f8e3917b0e6cb44540	2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0028713

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111770

KNApSAcK ID

Not Available

Chemspider ID

5360693

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6992563

PDB ID

Not Available

ChEBI ID

73815

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for L-Argininyl-L-leucine (MMDBc0057212)

MOL for #<Metabolite:0x00007fdb3acf57c0>

3D MOL for #<Metabolite:0x00007fdb3acf57c0>

3D SDF for #<Metabolite:0x00007fdb3acf57c0>

3D-SDF for #<Metabolite:0x00007fdb3acf57c0>

PDB for #<Metabolite:0x00007fdb3acf57c0>

3D PDB for #<Metabolite:0x00007fdb3acf57c0>

SMILES for #<Metabolite:0x00007fdb3acf57c0>

INCHI for #<Metabolite:0x00007fdb3acf57c0>

Structure for #<Metabolite:0x00007fdb3acf57c0>

3D Structure for #<Metabolite:0x00007fdb3acf57c0>